Melfalan

Melfalan
Klinički podaci
Prodajno ime	Alkeran, L-PAM, L-Phenylalanine mustard, L-Sarcolysin
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	1,5 h
Identifikatori
CAS broj	148-82-3
ATC kod	L01AA03 (WHO)
PubChem	CID 4053
DrugBank	DB01042
ChemSpider	405297
ChEBI	CHEBI:28876
ChEMBL	CHEMBL852
Hemijski podaci
Formula	C13H18Cl2N2O2
Molarna masa	305,200
	SMILES N[C@@H](CC1=CC=C(C=C1)N(CCCl)CCCl)C(O)=O; ;
	InChI InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1 ; Key:SGDBTWWWUNNDEQ-LBPRGKRZSA-N ;
Fizički podaci
Tačka topljenja	1.825 °C (3.317 °F)

Melfalan je organsko jedinjenje, koje sadrži 13 atoma ugljenika i ima molekulsku masu od 305,200 Da.^[1]^[2]^[3]^[4]^[5]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	4
Broj donora vodonika	2
Broj rotacionih veza	8
Particioni koeficijent^[6] (ALogP)	-0,1
Rastvorljivost^[7] (logS, log(mol/L))	-4,0
Polarna površina^[8] (PSA, Å²)	66,6

Reference

^ Loeber R, Michaelson E, Fang Q, Campbell C, Pegg AE, Tretyakova N. . „Cross-linking of the DNA repair protein Omicron6-alkylguanine DNA alkyltransferase to DNA in the presence of antitumor nitrogen mustards”. Chem Res Toxicol. 21 (4): 787—95. 2008 Apr. PMID 18324787. Проверите вредност парамет(а)ра за датум: |date= (помоћ) Feb 14.
^ Souliotis VL, Dimopoulos MA, Episkopou HG, Kyrtopoulos SA, Sfikakis PP: Preferential in vivo DNA repair of melphalan-induced damage in human genes is greatly affected by the local chromatin structure. DNA Repair (Amst). . . 5 (8): 972—85. 2006 Aug 13. PMID 16781199. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ) Jun 15.
^ Moscow JA, Swanson CA, Cowan KH. . „Decreased melphalan accumulation in a human breast cancer cell line selected for resistance to melphalan”. Br J Cancer. 68 (4): 732—7. 1993 Oct. PMID 8398701. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). . „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709  . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). . „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889  . PMID 18048412. doi:10.1093/nar/gkm958.
^ Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). . „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.
^ Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). . „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ Ertl, Peter; Rohde, Bernhard; Selzer, Paul (2000). . „Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Melphalan

Molimo Vas, obratite pažnju na važno upozorenje
u vezi sa temama iz oblasti medicine (zdravlja).

[1] Loeber R, Michaelson E, Fang Q, Campbell C, Pegg AE, Tretyakova N. . „Cross-linking of the DNA repair protein Omicron6-alkylguanine DNA alkyltransferase to DNA in the presence of antitumor nitrogen mustards”. Chem Res Toxicol. 21 (4): 787—95. 2008 Apr. PMID 18324787. Проверите вредност парамет(а)ра за датум: |date= (помоћ) Feb 14.

[2] Souliotis VL, Dimopoulos MA, Episkopou HG, Kyrtopoulos SA, Sfikakis PP: Preferential in vivo DNA repair of melphalan-induced damage in human genes is greatly affected by the local chromatin structure. DNA Repair (Amst). . . 5 (8): 972—85. 2006 Aug 13. PMID 16781199. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ) Jun 15.

[3] Moscow JA, Swanson CA, Cowan KH. . „Decreased melphalan accumulation in a human breast cancer cell line selected for resistance to melphalan”. Br J Cancer. 68 (4): 732—7. 1993 Oct. PMID 8398701. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[4] Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). . „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709  . PMID 21059682. doi:10.1093/nar/gkq1126.

[5] Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). . „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889  . PMID 18048412. doi:10.1093/nar/gkm958.

[6] Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). . „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.

[7] Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). . „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[8] Ertl, Peter; Rohde, Bernhard; Selzer, Paul (2000). . „Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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